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Studies On The Nitrile Imine In The Synthesis Of Pyrazoline Heterocyclic System

Posted on:2013-05-20Degree:MasterType:Thesis
Country:ChinaCandidate:H C LiuFull Text:PDF
GTID:2231330392953473Subject:Chemistry
Abstract/Summary:PDF Full Text Request
This paper mainly studies the use of nitrile imine with various pro dipolarbody through1,3-dipolar cycloaddition construction of pyrazoline heterocycliccompounds, with four different pro dipolar body reaction, syntheses offorty-seven novel contains many kinds of biological activity of heterocycliccompounds.(1) As of eight miles and ketone containing different substituents to aromaticaldehyde synthesized eight of mile ketones Pro dipolar body; we use the prduct withnitrile imine through1,3-dipolar cycloaddition process of synthesis of containingboth of ketone containing pirarubicin quinazoline structure of compound. At the sametime, pyrazine ketone and containing different substituents to aromatic aldehydesynthesized pyrazine ketones Pro dipolar body; then the pyrazine ketones Pro dipolarbody and a nitrile imine through1,3-dipolar cycloaddition process of synthesis ofcontaining pyrazine ketone with topiramate quinazoline structure of compound;product by using NMR (1H,13C, COSY, HSQC and HMBC), IR and otherspectroscopic techniques to determine.(2) Through5-methoxy carbonyl-4-aryl radicals-6-methyl-3,4-two hydrogenpyrimidine-2-ketone butylene diacid ester reaction with two, synthesis of a new seriesof two hydrogen pyrimidine and thiazole Pro dipolar body, and then to the pro dipolarbody and a nitrile imine through1,3-dipolar cycloaddition, open loop, replace theprocess to obtain a series of different substituent pyrimidine two hydrogen andthiazole derivatives. Products by using NMR (1H,13C, COSY, HSQC and HMBC), IRand X ray diffraction and spectroscopic techniques, the spatial configuration. Inaddition, we also discussed the mechanism of the reaction.(3)5-methoxycarbonyl-4-aryl-6-methyl-3,4-dihydropyrimidine-2-thione anddifferent substituent aromatic aldehyde reaction, synthesis of a new series of 2-arylidene-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine-3(5H)-one, then with thesynthesis for pro dipolar body and1,3-diphenyl nitrile imine (DPNI) at roomtemperature and high temperature by1,3dipolar cycloaddition reaction in thesynthesis of a series of compounds have not been reported in the literature ofheterocyclic compounds. All the products are not reported by NMR (1H,13C, COSY,HSQC and HMBC), IR spectroscopy and X-ray diffraction analysis to determine thespatial configuration, and the discovery of high temperature under the conditions ofthe open loop rearrangement.
Keywords/Search Tags:Nitrile imine, 1,3-dipolar cycloaddition, Synthesis, Pyrazoline
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